2-amino-6-(1-methylhydrazino)-9-(2',3',5'-tri-O-benzoyl-2'-methyl-β-D-ribofuranosyl)purine | 915023-63-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 2-amino-6-(1-methylhydrazino)-9-(2',3',5'-tri-O-benzoyl-2'-methyl-β-D-ribofuranosyl)purine
• 英文别名: [(2R,3R,4R,5R)-5-[2-amino-6-[amino(methyl)amino]purin-9-yl]-3,4-dibenzoyloxy-4-methyloxolan-2-yl]methyl benzoate
• CAS: 915023-63-1
• 化学式: C₃₃H₃₁N₇O₇
• 分子量: 637.652
• InChiKey: TWFCLKFVABJEJQ-MAKQACHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  47
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  187
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  2-amino-6-(1-methylhydrazino)-9-(2',3',5'-tri-O-benzoyl-2'-methyl-β-D-ribofuranosyl)purine 在 2,6-二甲基吡啶 、 四氮唑 、 甲醇 、 氰化钠 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 69.0h， 生成
  参考文献：
  名称：

  WO2006/122207

  摘要：

  公开号：
• 作为产物：
  描述：

  2-氨基-6-氯嘌呤 在 三氟甲磺酸三甲基硅酯 、 TEA 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 26.0h， 生成 2-amino-6-(1-methylhydrazino)-9-(2',3',5'-tri-O-benzoyl-2'-methyl-β-D-ribofuranosyl)purine
  参考文献：
  名称：

  6-Hydrazinopurine 2′-methyl ribonucleosides and their 5′-monophosphate prodrugs as potent hepatitis C virus inhibitors

  摘要：

  A series of 6-hydrazinopurine 2 '-methyl ribonucleosides was synthesized and tested for its inhibitory activity against the hepatitis C virus (HCV). The lack of antiviral activity of these nucleosides was associated with a poor affinity for adenosine kinase, which prompted us to synthesize several of their 5 '-monophosphate prodrugs. Some of these prodrugs exhibited more than 1000-fold improvement in anti-HCV activity when compared to their parent nucleosides (EC50 of 24 mu M vs 92 mu M for the parent). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.029

文献信息

• 6-Hydrazinopurine 2′-methyl ribonucleosides and their 5′-monophosphate prodrugs as potent hepatitis C virus inhibitors
  作者：Esmir Gunic、Suetying Chow、Frank Rong、Kanda Ramasamy、Anneke Raney、David Yunzhi Li、Jingfan Huang、Robert K. Hamatake、Zhi Hong、Jean-Luc Girardet

  DOI：10.1016/j.bmcl.2007.02.029

  日期：2007.5

  A series of 6-hydrazinopurine 2 '-methyl ribonucleosides was synthesized and tested for its inhibitory activity against the hepatitis C virus (HCV). The lack of antiviral activity of these nucleosides was associated with a poor affinity for adenosine kinase, which prompted us to synthesize several of their 5 '-monophosphate prodrugs. Some of these prodrugs exhibited more than 1000-fold improvement in anti-HCV activity when compared to their parent nucleosides (EC50 of 24 mu M vs 92 mu M for the parent). (C) 2007 Elsevier Ltd. All rights reserved.
• WO2006/122207
  申请人：——

  公开号：——

  公开（公告）日：——